Synthesis of glycosylphosphatidylinositol (GPI)-anchor glycolipids bearing unsaturated lipids

Chem Commun (Camb). 2016 Jan 28;52(8):1586-9. doi: 10.1039/c5cc07694c. Epub 2015 Dec 10.

Abstract

2-Naphthyl-methyl ethers as permanent protecting groups are readily removed under acidic conditions and are key to the synthesis of complex glycosylphosphatidylinositol anchors containing unsaturated lipids. The total synthesis of the GPI pseudo-disaccharide core found on the surface of the Trypanosoma cruzi parasite serves to illustrate the power of the strategy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Glycolipids / chemistry*
  • Glycosylphosphatidylinositols / chemistry*

Substances

  • Glycolipids
  • Glycosylphosphatidylinositols